Abstract
Metalation of 2,4,6-tri(methyl)phenol ((Me)ArOH) and 2,6-di(tert-butyl)-4-methylphenol ((Bu)ArOH) with NaN(SiMe(3))(2) in toluene and in the presence of stoichiometric amounts of the polydentate amines N,N,N',N'-tetramethylethylenediamine (TMEDA) and N,N,N',N'',N''-pentamethyldiethylenetriamine (PMDETA) affords three new sodium aryloxide complexes [Na(μ-OAr(Bu))(TMEDA)](2) (3), [Na(μ-OAr(Me))(PMDETA)](2) (4), and [Na(OAr(Bu))(PMDETA)] (5). Complexes 3 to 5 have been isolated as crystalline materials in reasonable yields and characterized in the solid state by X-ray crystallography and in solution by NMR spectroscopy. Complexes 3 to 5 and the related [tris(2-dimethylaminoethyl)amine] (Me(6)TREN) derivatives [Na(OAr(Me))(HOAr(Me))(Me(6)TREN)] (1) and [Na(OAr(Bu))(Me(6)TREN)] (2), recently prepared in our group, are shown to be active as initiators for the ring-opening polymerization (ROP) of rac-lactide with benzyl alcohol as a co-initiator. However, during the course of the polymerization reactions intrachain and stereorandom transesterification side-reactions were observed under some of the experimental conditions tested.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
